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Benzopyrans

About: Benzopyrans is a research topic. Over the lifetime, 694 publications have been published within this topic receiving 8830 citations.


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Journal Article
TL;DR: In this paper, 3-Formyl-4- hydroxycoumarin is treated with malonic acid in the presence of zinc chloride catalyst to give 2H, 5H-2,5-dioxo-3-pyrano[3, 2-c]benzopyranoic acids la-d.
Abstract: 3-Formyl-4- hydroxycoumarin is treated with malonic acid in the presence of zinc chloride catalyst to give 2H, 5H-2,5-dioxo-3-pyrano[3, 2-c]benzopyranoic acids la-d which on treatment with methanol in the presence of thionyl chloride give methyl 2H, 5H-2,5-dioxopyrano[3, 2-c]benzopyran-3-oates 2a-d. Compounds 2a-d were converted into their acid hydrazides 3a-d. 3a-d on treatment with isatin yield IH, 2H-3-(2H, 5H-2,5-dioxopyrano[3, 2-c]benzopyran-3-carboxyhydrazono)-2-indolinones 4a-d which on cyclisation with conc. H 2 SO 4 afford 3-[1, 3, 4-oxadiazino[5, 6-b]indol-2-yl]-2,5-dioxopyrano[3,2-c]benzopyrans 5a-d. Acid hydrazides 3a-d on treatment with carbon disulfide in 10% KOH at room temperature followed by treatment with ortho-chlorobenzoic acid hydrazide furnish 3-(2H, 5H-2, 5-dioxopyrano[3, 2-c]benzopyran-3-yl)-4-{N-2'-chlorophenylcarboxamido]-5-mercapto-1,2,4-triazoles 6a-d.

3 citations

Journal ArticleDOI
TL;DR: In this article, a review of reaction chemistry and new ring synthetic methods for pyranones is presented, which covers work published in the calendar year 2010 and includes new ring synthesis methods for trioxanes, tetraoxane, dioxanes, trithianes and oxathianes.
Abstract: The review covers work published in the calendar year 2010. Novel reaction chemistry and new ring synthetic methods for pyrans, [1]benzopyrans, dihydro[1]benzopyrans (chromenes, chromans), [2]benzopyrans, dihydro[2]benzopyrans (isochromenes, isochromans), pyranones, coumarins, chromones, xanthenes, xanthones, thiopyrans, dioxins. dioxanes, trioxanes, tetraoxanes, dithianes, trithianes, oxathianes are reviewed.

3 citations

Patent
Gabriel Saucy1
13 Mar 1974
TL;DR: In this paper, a stereo-specific total synthesis of steroidal materials is described, where 3-oxo-1-heptenes or variants thereof are reacted with 2-alkylcycloalkane-1,3-diones yielding 3-substituted 6a Beta alkyl-cyclopenta (f)(1)benzopyrans or naphtho (2,1-b)pyrans.
Abstract: Stereo-specific total synthesis of steroidal materials. 7Substituted 3-oxo-1-heptenes or variants thereof are reacted with 2-alkylcycloalkane-1,3-diones yielding 3-substituted 6a Beta alkyl-cyclopenta (f)(1)benzopyrans or naphtho (2,1-b)pyrans. These are then subjected to a selective catalytic hydrogenation followed by an introduction of a hydroxy, alkoxy or acyloxy group at the 4a-position to produce a 3-substituted 6a Beta ,4ahydroxy, alkoxy or acyloxy perhydrocyclopenta (f)(1)benzopyran or perhydro-naphtho (2,1-b) pyran. These latter compounds are then converted into 4- or 5-(3-oxoalkyl)perhydroindene-5-ones or perhydronaphthalene-6-ones which in turn can be converted to known steroidal materials by known methods.

3 citations

Journal ArticleDOI
TL;DR: In this paper, the Diels-Alder reaction of 2-nitro glycals with Danishefky's diene was used to synthesize different benzopyrans.
Abstract: Synthesis of different benzopyrans was achieved by Diels-Alder reaction of 2-nitro glycals with Danishefky's diene, hydrolysis of the enol ether moiety, and subsequent elimination of the nitro and methoxy group

3 citations

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Performance
Metrics
No. of papers in the topic in previous years
YearPapers
20234
20229
20214
20203
20192
20186